Ossining Holidays from AU$3,546
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Your Ossining Holiday
With one of our holiday packages to Ossining, you'll find countless opportunities for fun and relaxation. There's tons to experience, including its rich history and spectacular views. Make your trip to Ossining even more fun by going sightseeing. Van Cortlandt Manor, Sleepy Hollow Cemetery and Tarrytown Music Hall are among the popular attractions worth exploring. Don't delay your visit to this city any longer. Your ultimate Ossining holiday is only a few clicks away with Expedia.
The Latest Ossining Holiday Deals
Price found within the past 48 hours. Click for updated prices.
W New York - Times Square
Manhattan
Price was AU$4,326, price is now AU$3,546 per person
AU$3,546
per person
13 Nov - 19 Nov
found 16 hours ago
Return direct flight included
Brisbane (BNE) to New York (JFK)
8.6/10 Excellent! (1,856 reviews)
The bath water was brown and the bathroom door would stick and not close.
Reviewed on 12 Oct 2025
Lotte New York Palace
Manhattan
Price was AU$6,265, price is now AU$5,023 per person
AU$5,023
per person
29 Dec - 4 Jan
found 2 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (1,620 reviews)
Very friendly guest services. Epi was very professional with changes I had to do. First class.
Reviewed on 11 Oct 2025
Soho Grand Hotel
Manhattan
Price was AU$5,413, price is now AU$4,417 per person
AU$4,417
per person
29 Dec - 4 Jan
found 2 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (1,205 reviews)
The staff is exceptionally hospitable. The property is uniquely beautiful. The SoHo Diner is remarkable. The surrounding neighborhood is delightful.
Reviewed on 11 Oct 2025
The Lombardy Hotel
Manhattan
Price was AU$4,489, price is now AU$3,669 per person
AU$3,669
per person
13 Nov - 19 Nov
found 16 hours ago
Return direct flight included
Brisbane (BNE) to New York (JFK)
9/10 Wonderful! (1,166 reviews)
We loved this hotel, quiet and elegant. Clean and large rooms. Would highly recommend this hotel
Reviewed on 10 Oct 2025
Park Terrace Hotel
Manhattan
Price was AU$5,387, price is now AU$4,449 per person
AU$4,449
per person
29 Dec - 4 Jan
found 2 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.4/10 Exceptional! (1,733 reviews)
Well located and suited for business travel or weekend away. Comfortable and clean.
Branch lounge and terrace is the highlight of this property.
Reviewed on 11 Oct 2025
Ossining Holiday
Ossining Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | LaGuardia Airport (LGA) |
Population | 25,400 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Bear Mountain State Park, Franklin D. Roosevelt State Park and Paramount Hudson Valley Theatre |
Our pick of the best Ossining Hotel Deals
Windrose On Hudson
1 Shady Lane Farm Road, Ossining, NY
Fully refundableReserve now, pay when you stay
The price is AU$355 per night from 5 Nov to 6 Nov
AU$355
5 Nov - 6 Nov
includes taxes & fees
8.4/10 Very Good! (34 reviews)
"We were there two nights. Primary purpose was to have a private family meeting. Doug Stone recommended Cafe 56. We conducted our meeting there at 3 pm after it closed. It was the perfect setting - comfortable, lots of light and private. We enjoyed our stay there and will recommend to others. Only ..."
Reviewed on 8 Oct 2025
Armoni Inn & Suites
329 Route 303, Orangeburg, NY
Fully refundableReserve now, pay when you stay
5.8/10 (2,072 reviews)
"We had an overnight stay; for this purpose, it was perfect."
Reviewed on 7 Oct 2025
Royal Regency Hotel
165 Tuckahoe Rd, Yonkers, NY
Fully refundableReserve now, pay when you stay
The price is AU$217 per night from 26 Oct to 27 Oct
AU$217
26 Oct - 27 Oct
includes taxes & fees
8.2/10 Very Good! (2,297 reviews)
"Affordable and a pleasant stay. Hope you like purple."
Reviewed on 7 Oct 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Ossining
Sing Sing Correctional Facility
After visiting Sing Sing Correctional Facility, make a plan to see the other sights and activities in Ossining. Amble around this quaint area's riverfront and enjoy its top-notch restaurants.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
